Pet-friendly holiday rentals in Deadwood

Rare Hideaway on Main, Retro unit

Charming 50s-Themed Main Street Apartment in Deadwood Located just blocks from downtown, this unique Main Street apartment is the perfect choice for a weekend getaway with friends, a family vacation, or a couples' retreat. We are proud new owners of this historic 1920s building and have lovingly remodeled it to offer a blend of vintage charm and modern comfort, with a fun 50s theme throughout. Guests are also welcome to enjoy the backyard space for outdoor relaxation or activities. Our propert

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Modern 5-bed cabin with Hot Tub, King size beds

Conveniently located only 2 miles outside of historic Deadwood, 11 miles outside legendary Sturgis, and 8 miles from Terry Peak ski lodge, this secluded modern cabin is nestled amongst the pines and a young aspen grove. Large picture windows highlight the living spaces, and the rough sawn deck reflects the perfect mountain escape for enjoying your morning coffee amongst the bent oak trees. Enjoy the wildlife that frequent this peaceful property while relaxing in the brand new hot tub.

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

The Depot at Mad Peak Lodging, sleeps four

The Depot at Mad Peak Lodging offers a cozy railroad themed space where you can experience the beautiful Black Hills and yet have easy access to the major route to both Deadwood and Mount Rushmore, among many others. With the forest as a backyard, you can ride directly from your front door on UTV or the snowmobile trails, we have plenty of parking for your trailers. Visit our Mad-Peak website to book your UTV rentals, call us to get a UTV rental discount for staying with us.

Entire Sturgis Home 4 Blocks from Downtown!

2 Bed 1.5 bath located 4 blocks from downtown Sturgis! Nice neighborhood! - TV in master bedroom and living room with Amazon Prime Video, Netflix and YouTube TV. -Wifi -Shampoo, conditioner & body wash for both men and women -Grill -Washer/dryer with detergent and dryer sheets available -Coffee and coffee maker (drip style) -No cats allowed -No dogs over 40 lbs or under 2 years old allowed -No use of premises for any construction work or storage of construction materials.

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

Hot Tub | Arcades | Bunk Room | Peaceful Retreat!

This home was designed with the ultimate entertaining experience in mind! With an open floor plan, you'll find plenty of area to gather with friends and family while still having spacious, secluded bedrooms. Enjoy the game room with four classic arcades, skee ball, and foosball to ensure fun for the whole group. Perfectly situated in a peaceful neighborhood near restaurants, shops, and a park, you can relax and enjoy all the activities!

Deadwood & Sturgis 5 bedroom next to golf course

Set up as the perfect destination for larger groups with three separate lounge areas, three separate decks/patios with fire pit, modern smart technology, across the street from 18 hole golf course (Boulder Canyon Country Club). Sits on one acre mountain meadow with space for pets and kids to run. Five minutes from Sturgis Rally and 10 minutes from the streets of Deadwood.